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Synthesis, Spectral Characterization, DNA/ Protein Binding, DNA Cleavage, Cytotoxicity, Antioxidative and Molecular Docking Studies of Cu(II)Complexes Containing Schiff Base-bpy/Phen Ligands

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Abstract

Ternary Cu(II) complexes [Cu(II)(L)(bpy)Cl] 1, [Cu(II)(L)(Phen)Cl] 2 [L = 2,3–dimethyl-1-phenyl-4(2 hydroxy-5-methyl benzylideneamino)-pyrazol-5-one, bpy = 2,2′ bipyridine, phen =1,10 phenanthroline) were synthesized and characterized by elemental analyses, UV-Visible, FT-IR, ESR, Mass, thermogravimetric and SEM EDAX techniques. The complexes exhibit octahedral geometry. The interaction of the Cu(II) with cailf thymus DNA (CT-DNA) was explored by using absorption and fluorescence spectroscopic methods. The results revealed that the complexes have an affinity constant for DNA in the order of 104 M−1 and mode of interaction is intercalative mode. The DNA cleavage study showed that the complexes cleaved DNA without any external agent. The interaction of Cu(II) complexes with bovine serum albumin (BSA) was also studied using absorption and fluorescence techniques. The cytotoxic activity of the Cu(II) complexes was probed in HeLa (human breast adenocarcinoma cell line), B16F10 (Murine melanoma cell line) and HEPA1–6 celllines, complex 1 has good cytotoxic activity which is comparable with the doxarubicin drug, with IC50 values ranging from 3 to 12.6 μM. A further molecular docking technique was employed to understand the binding of the complexes towards the molecular target DNA. Investigation of the antioxidative properties showed that the metal complexes have significant radical scavenging activity potency against DPPH radical.

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Acknowledgements

One of the authors Dr. B. Anupama, Assistant Professor, Department of Chemistry, RBVRR Women’s College is thankful to the University Grants Commision (No. F:MRP-5429/14(SERO/UGC) for providing fund to this research study. I also thank to Management of RBVRR Women’s College and Dr. M. Surekha Reddy, Head, Department of Chemistry, RBVRR Women’s College for providing laboratory facilities in the College.

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Authors and Affiliations

  1. Department of Chemistry, R. B.V.R. R Women’s College, Narayanguda, Hyderabad, India

    Berelli Anupama & Airva Aruna

  2. Molecular Modeling and Medicinal Chemistry Group, Department of Chemistry, University College of Science, Osmania University, Hyderabad, 500007, India

    Vijjulatha Manga, Sreekanth Sivan & Ravula Chandrashekar

  3. Biomaterials group, CSIR-Indian Institute of Chemical Technology, Hyderabad, 500 007, India

    Madamsetty Vijay Sagar

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  1. Berelli Anupama
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  2. Airva Aruna
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  4. Sreekanth Sivan
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  5. Madamsetty Vijay Sagar
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Correspondence to Berelli Anupama.

Electronic supplementary material

Fig. S1

1H–NMR Spectrum of Ligand (DOCX 1062 kb)

Fig. S2

ESI Mass spectra of ligand, complexes 1 and 2. (DOCX 815 kb)

Fig. S3

Thermograms of complexes 1and 2 (DOCX 1440 kb)

Fig. S4

Infrared spectra of complexes 1 and 2 (DOCX 141 kb)

Fig. S5

ESR spectra of complexes 1 and 2 (DOCX 87 kb)

Fig. S6

Antioxidant Activity of the complexes (DOCX 21 kb)

Fig. S7

Structures of metal complexes 1 and 2 (DOCX 56 kb)

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Anupama, B., Aruna, A., Manga, V. et al. Synthesis, Spectral Characterization, DNA/ Protein Binding, DNA Cleavage, Cytotoxicity, Antioxidative and Molecular Docking Studies of Cu(II)Complexes Containing Schiff Base-bpy/Phen Ligands. J Fluoresc 27, 953–965 (2017). https://doi.org/10.1007/s10895-017-2030-5

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